ACTIVATION OF ALDEHYDE C-H BONDS TO OXIDATIVE ADDITION VIA FORMATION OF 3-METHYL-2-AMINOPYRIDYL ALDIMINES AND RELATED COMPOUNDS - RHODIUM BASED CATALYTIC HYDROACYLATION

Hydroformylation, in which a synthetic equivalent of formaldehyde is added across an olefin by means of a transition metal catalyst to produce an aldehyde, is one of the most useful applications of transition metal organometallics to organic synthesis. No corresponding process exists for hydroacylation, the addition of a generalized aldehyde to a simple olefin.2 Recently we have shown that the acylrhodium hydride derived from 8-quinolinecarboxaldehyde (1) and (PPh3)3RhCl will hydroacylate terminal olefins, giving linear 8-quinolinyl alkyl ketones, We now report how a generalized aldehyde can be activated toward hydroacylation. © 1979, American Chemical Society. All rights reserved.